EP0103171B1 - Suspension concentrate for weed control - Google Patents

Suspension concentrate for weed control Download PDF

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Publication number
EP0103171B1
EP0103171B1 EP19830107903 EP83107903A EP0103171B1 EP 0103171 B1 EP0103171 B1 EP 0103171B1 EP 19830107903 EP19830107903 EP 19830107903 EP 83107903 A EP83107903 A EP 83107903A EP 0103171 B1 EP0103171 B1 EP 0103171B1
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EP
European Patent Office
Prior art keywords
active ingredient
suspension concentrate
particle size
general formula
average particle
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP19830107903
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German (de)
English (en)
French (fr)
Other versions
EP0103171A1 (en
Inventor
Shiro Nissan Chemical Ind. Ltd. Kamaki
Naoki Nissan Chemical Ind. Ltd. Matsumoto
Yuji Nissan Chemical Ind. Ltd. Kawamura
Takashi Nissan Chemical Ind. Ltd. Ikai
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nissan Chemical Corp
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Nissan Chemical Corp
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Filing date
Publication date
Application filed by Nissan Chemical Corp filed Critical Nissan Chemical Corp
Publication of EP0103171A1 publication Critical patent/EP0103171A1/en
Application granted granted Critical
Publication of EP0103171B1 publication Critical patent/EP0103171B1/en
Expired legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines

Definitions

  • the present invention relates to a suspension concentrate for weed control and a method for weed control wherein the suspension concentrate is used for foliage treatment of broad leaf crop plants whereby the phytotoxicity against the broad leaf crop plants is minimized without reducing the herbicidal effectiveness against gramineous weeds.
  • the active ingredients concentrated in the formulations for the reasons that it is thereby possible to minimize the unnecessary use of components other than the active ingredients and thus to conserve resources, that it is thereby possible to reduce the transportation costs involved in the transportation or shipping of the herbicides and that when the herbicides are applied to agricultural fields, a highly concentrated application can be done with a small amount of the highly concentrated herbicides, thus leading to an advantage of a labour-saving operation.
  • the concentration of the active ingredient is limited to the level of its solubility in the organic solvent to be used for the formulation, to allow the active ingredient exhibit its maximum herbicidal activity.
  • concentration of the active ingredient is limited to the level of its solubility in the organic solvent to be used for the formulation, to allow the active ingredient exhibit its maximum herbicidal activity.
  • an active ingredient is highly concentrated in the form of a wettable powder or a suspension concentrate.
  • suspension concentrate it is unavoidable that the herbicidal effect will decrease.
  • EP-A-42 750 discloses an aqueous suspension concentrate having a particle size of less than 5 pm, but the chemical structure of the active ingredient is different from the compounds represented by the above-mentioned general formula I.
  • the present inventors have carried out research into formulation of the compounds represented by the above-mentioned general formula I in an attempt to maximize the herbicidal activities of these compounds against weeds and yet minimize the phytotoxicity against the crop plants, and to make it possible to have a high concentration of the active ingredients in the formulation.
  • the suspension concentrate is as effective as the corresponding emulsifiable concentrate for the control of gramineous weeds in the growing stage when used for foliage treatment of broad leaf crop plants such as cotton, soybeans, French beans, red beans, tomatos, potatos, sun flowers, sugar beet or alfalfa in the growing stage. Further, it has been found that with this suspension concentrate, the phytotoxicity against the crop plants which was observed in the case of the emulsifiable concentrate, can be substantially reduced.
  • the present invention provides a suspension concentrate for weed control which comprises at least one of the compounds represented by the general formula I: where Alk is a lower alkyl group, as the active ingredient, wherein the active ingredient is in the form of fine solid particles having an average particle size within a range of from 0.5 to 3 pm.
  • the present invention also provides a method for weed control, whereby the above suspension concentrate is used for foliage treatment as a herbicidal formulation having a reduced phytotoxicity against the broad leaf crop plants.
  • the particle size distribution of the particles thereby obtained will be such that at least 90% by weight of the particles have a particle size of less than 5 ⁇ m.
  • Figure 1 is a graph illustrating the relation between the average particle size of the fine particles of the active ingredient and the dosage of the active ingredient required to kill 80% of weeds.
  • Figure 2 is a graph illustrating the relation between the dosage of the active ingredient and the phytotoxicity as represented by the degree of phytotoxicity appearing on the leaf surface of the crop plants.
  • the fine particles of the active ingredient to be used in the present invention has an average particle size within a range of from 0.5 to 3 pm, whereby at least 90% by weight of the particles have a particle size of not more than 5 11m. If the average particle size or the particle size distribution of the fine particles is greater than the above-mentioned range, the herbicidal effect against weeds will be substantially reduced.
  • the content of the active ingredient in the suspension concentrate of the present invention is preferably within a range of from 10 to 60% by weight, more preferably from 20 to 50% by weight.
  • pulverization of the active ingredient into fine particles may be employed.
  • a dry-mill or a wet-mill commonly used for such pulverization may be employed.
  • various types of classifiers may be used as a secondary means in combination with the pulverizer.
  • the dry-mill there may be mentioned a hammer-mill or a jet-air-mill.
  • a wet mill there may be mentioned a homomixer, a ball-mill, an attritor, a colloid-mill, a roll-mill or a sand-mill.
  • the solid active component represented by the general formula I is firstly pulverized by means of a dry mill such as a jet-air-mill to an average particle size of not greater than 50 ⁇ m, preferably not greater than 10 pm, and then a predetermined amount of the particles thereby obtained are thoroughly mixed with a surfactant and a dispersion medium to obtain a wet dispersion, which is then pulverized by means of a wet mill such as a sand mill to obtain desired fine particles.
  • a dry mill such as a jet-air-mill to an average particle size of not greater than 50 ⁇ m, preferably not greater than 10 pm
  • a predetermined amount of the particles thereby obtained are thoroughly mixed with a surfactant and a dispersion medium to obtain a wet dispersion, which is then pulverized by means of a wet mill such as a sand mill to obtain desired fine particles.
  • the average particle size and the particle size distribution vary depending upon the pulverization conditions such as the slurry concentration at the time of wet pulverization, the type and amount of the surfactant, the type and amount of the grinding medium and the pulverization time. By properly selecting these pulverization conditions, a suspension containing the desired fine particles can be obtained.
  • a suitable amount of an aqueous solution of a thickener in addition to the above-mentioned surfactant and dispersion medium.
  • an anionic surfactant such as a lignin sulfonate, an alkylarylsulfonate, a dialkylsulfosuccinate, a polyoxyethylene alkylarylether sulfate or an alkylnaphthalene sulfonate, or a nonionic surfactant such as a polyoxyethylene alkylarylether, a polyoxyethylene styrylphenylether, a polyoxyalkylene glycol, a polyoxyethylene alkylether, a polyoxyethylene alkylester or a polyoxyethylenesorbitan alkylate.
  • anionic surfactant such as a lignin sulfonate, an alkylarylsulfonate, a dialkylsulfosuccinate, a polyoxyethylene alkylarylether sulfate or an alkylnaphthalene sulfonate
  • a nonionic surfactant such as a polyoxyethylene alkylaryl
  • surfactants are effective in giving wettability and dispersability to the solid herbicidal active compound for its wet pulverization and thereby to efficiently obtain finely pulverized particles. Further, they also effectively serve to stabilize the obtained suspension for a long period of time.
  • the amount of the surfactant to be incorporated may be optionally selected depending upon the nature of the particular surfactant to be used. However, the amount is usually from 1 to 20% by weight.
  • dispersion medium water is most commonly used. However, one or more dispersion media selected from alcohols, glycols and hydrocarbons, may be used in suitable combinations. However, in order to avoid the growth of the particles of the active ingredient by its dissolution and precipitation in the dispersion medium, it is desirable to choose a dispersion medium in which the active ingredient is hardly soluble, preferably, the solubility of the active ingredient is less than 500 ppm at 25°C.
  • thickeners may be employed as the thickener for the present invention.
  • Specific thickeners include natural viscous substances such as guar gum, carrageenan, gum arabic and xanthan gum; semisynthetic viscous substances such as starch derivatives, hydroxyethyl cellulose, carboxymethyl cellulose and sodium alginate; synthetic viscous substances such as polyvinyl alcohol, polyvinyl pyrrolidone and sodium polyacrylate; and inorganic substances such as bentonite.
  • the amount of the thickener is preferably within a range of from 0.02 to 20% by weight.
  • these thickeners serve to prevent sedimentation or separation of the suspended particles, or to prevent the growth of the dispersed particles due to coagulation or hard-caking, thus being effective in stabilizing the suspension concentrate of the present invention for storage for a long period of time.
  • additives or assistants such as stabilizers, anti-freezing agents, viscosity controlling agents, antiseptics, coloring agents or anti-foaming agents may be incorporated into the suspension concentrate of the present invention, as required.
  • the mixture thereby obtained was fed, together with 200 g of glass beads having a diameter of about 1 mm, into a single cylinder-type sand grinder (manufactured by Igarashi Kikai Seizo K.K.) provided with a vessel having a capacity of 1 and subjected to wet pulverization at a rotational speed of the agitator of 2000 rpm.
  • a single cylinder-type sand grinder manufactured by Igarashi Kikai Seizo K.K.
  • a vessel having a capacity of 1 and subjected to wet pulverization at a rotational speed of the agitator of 2000 rpm.
  • Delvium soil was put in a plastic pot having a length of 22 cm, a width of 15 cm and a depth of 6 cm. Seeds of barnyardgrass, large crabgrass and green foxtail were sown, and covered with soil in a thickness of about 1.5 cm. When the weeds had grown to a 4-5 leaf stage, a herbicide was sprayed uniformly on the foliage so that a predetermined amount of the active ingredient was applied.
  • the herbicide was prepared by diluting each of the suspension concentrates of the above-mentioned formulations with water and adding a spreader thereto. The herbicides thus prepared was sprayed over the entire surface of the foliage of the various weeds by means of a small size spray. After two weeks from the application of the herbicides, the fresh weight of the surviving weeds on the soil was measured, and the ratio of the fresh weight of the surviving weeds to the weight of the surviving weeds in the non-treated area was represented by percentage. The herbicidal effect was evaluated in accordance with the following evaluation standards. The results are shown in Table 4.
  • an emulsifiable concentrate was prepared to have the following composition, and it was subjected to a herbicidal test in the same manner as in Example 3. This is presented as Reference Example in Table 4.
  • Sterilized delvium soil was put in a 1/10,000 are-plastic pot. Seeds of large crabgrass were sown, and covered with soil in a thickness of about 1.5 cm. When the weeds had grown to a 3-4 leaf stage, a herbicide were sprayed uniformly to the foliage so that a predetermined amount of Compound No. 2 as the active ingredient was applied.
  • the herbicide was prepared by diluting the suspension concentrate or the emulsifiable concentrate prepared in the above-mentioned manner with water and adding an extender thereto, and it was sprayed over the entire surface of the foliage of various weeds by means of a small size spray. After two weeks from the application of the herbicide, the weight of weeds surviving on the soil was measured, and a ratio of the weight of the surviving weeds to the weight of the weeds surviving in the non treated area was represented by percentage, whereby the herbicidal effect was determined.
  • the dosages of the active ingredients showing a withering ratio of 80% were compared as between the suspension concentrate and the emulsifiable concentrate.
  • the suspension concentrate shows a sharp decrease in its herbicidal effectiveness when the average particle size increases beyond 3.0 pm.
  • Sterilized delvium soil was put in a plastic pot having a length of 22 cm, a width of 15 cm and a depth of 6 cm. Seeds of cotton, soybean, French bean, red bean, tomato and alfalfa were sown, and covered with soil in a thickness of about 1.5 cm. When the plants had grown to a 1-2 leaf stage, a herbicide was sprayed uniformly to the foliage so that a predetermined amount of the active ingredient was applied. The herbicide was prepared by diluting the suspension concentrate of the above-mentioned formulation with water, and it was sprayed over the entire surface of the foliage of various crop plants by means of a small size spray.
  • Sterilized delvium soil was put in a 1/10,000 are-plastic pot. Soybean seeds were sown and covered with soil in a thickness of about 1.5 cm.
  • the suspension concentrate of Formulation 7 diluted with water to bring the concentration of the active ingredient to a predetermined level and adding an extender to it, was sprayed uniformly over the entire surface of the foliage of the soybeans by means of a small size spray.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP19830107903 1982-08-13 1983-08-10 Suspension concentrate for weed control Expired EP0103171B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP14079082A JPS5929604A (ja) 1982-08-13 1982-08-13 水性懸濁除草組成物
JP140790/82 1982-08-13

Publications (2)

Publication Number Publication Date
EP0103171A1 EP0103171A1 (en) 1984-03-21
EP0103171B1 true EP0103171B1 (en) 1987-07-29

Family

ID=15276798

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19830107903 Expired EP0103171B1 (en) 1982-08-13 1983-08-10 Suspension concentrate for weed control

Country Status (6)

Country Link
EP (1) EP0103171B1 (Direct)
JP (1) JPS5929604A (Direct)
AU (1) AU554234B2 (Direct)
BR (1) BR8304356A (Direct)
CA (1) CA1211294A (Direct)
DE (1) DE3372691D1 (Direct)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988002598A1 (en) * 1986-10-10 1988-04-21 E.I. Du Pont De Nemours And Company Herbicidal mixtures
JPH02279611A (ja) * 1989-04-20 1990-11-15 Nippon Oil & Fats Co Ltd ボルドー液の調製方法
JPH05504362A (ja) * 1990-12-18 1993-07-08 ダウエランコ 沈降流動性濃厚配合物、その製造及びその農業用途
JPH05138809A (ja) * 1991-11-16 1993-06-08 Toshiba Chem Corp 銅張積層板
JPH06211603A (ja) * 1993-01-14 1994-08-02 Japan Tobacco Inc 脂肪酸系除草剤組成物
NZ264574A (en) * 1993-10-12 1995-12-21 Nihon Nohyaku Co Ltd Pesticidal aqueous suspension concentrate containing pyrazole derivatives as microparticles
US5496845A (en) * 1994-05-25 1996-03-05 American Cyanamid Co. Suspension concentrate compositions of arylpyrrole insecticidal and acaricidal agents
WO1999002036A1 (en) 1997-07-11 1999-01-21 Nissan Chemical Industries, Ltd. Aqueous suspension-type pesticide composition
US6165940A (en) * 1998-09-25 2000-12-26 American Cyanamid Co. Non-aqueous suspension concentrate
IL142084A (en) * 1998-09-25 2005-12-18 Basf Ag Non-aqueous suspension concentrate
AU2002258649A1 (en) * 2001-03-30 2002-10-28 Rhodia Inc. Aqeuous suspension of nanoparticles comprising an agrochemical active ingredient
JP2003128501A (ja) * 2001-10-18 2003-05-08 Nissan Chem Ind Ltd 農薬乳剤組成物
US20060045891A1 (en) * 2004-08-24 2006-03-02 Lovalenti Phillip M Density-matched suspension vehicles and pharmaceutical suspensions

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6033389B2 (ja) * 1979-02-22 1985-08-02 日産化学工業株式会社 複素環エ−テル系フェノシキ脂肪酸誘導体、その製造法および該誘導体を含有する除草剤
JPS561647A (en) * 1979-06-19 1981-01-09 Nec Corp Connecting system under busy state of called subscriber telephone
CA1317299C (en) * 1980-06-23 1993-05-04 Maged Mohamed Fawzi Quinoxalinyloxy ethers as selective weed control agents

Also Published As

Publication number Publication date
AU1736083A (en) 1984-02-16
CA1211294A (en) 1986-09-16
JPS5929604A (ja) 1984-02-16
DE3372691D1 (en) 1987-09-03
BR8304356A (pt) 1984-03-20
JPH0417923B2 (Direct) 1992-03-26
AU554234B2 (en) 1986-08-14
EP0103171A1 (en) 1984-03-21

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